Cheap Flights to Windsor, OH

Popular airlines to Windsor

Find the cheapest month to fly from Columbus (CMH) to Cleveland (CLE)

August is typically the cheapest month to fly

From $216 - $616 per traveler.

Frequently asked questions

What month is the cheapest to fly to Windsor?
Plan your trip for if you're hoping to get a good price on your fare. It's the cheapest month to fly to Windsor. Try to avoid traveling during busy periods such as public holidays or school breaks.
Which US cities have the cheapest flights to Windsor?
Typically, Chicago, New York and Atlanta have cheap flights to Windsor. However, being flexible is the secret to landing the best deals. Book midweek or during the off-peak season to keep costs to a minimum.
Which US cities fly direct to Windsor?
There are 30 US destinations where you can fly to Windsor directly from. Explore the options by using the "Direct flights only" filter on Expedia and pick the best starting point for your trip. Here are a handful of the major cities to jet off from:

  • Chicago
  • New York
  • Atlanta
  • Washington
  • Boston

How to find a cheap flight to Windsor?
Traveling in the low season and booking early are two easy ways to secure cheap flights to Windsor. Or, consider flying on a Thursday, which, on average, is 16% cheaper than departing on a Sunday.* Want to be the first to know when fares drop? Simply set up price tracking on the Expedia app to get real-time updates.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Windsor?
Being flexible with your plans can help you to secure last-minute offers on cheap flights to Windsor. To see all the available options, consider looking at different ticket types, changing your Windsor vacation dates, jetting out of an alternative airport or going with another airline.
How far in advance should I book a flight to Windsor?
For some of the best deals on domestic journeys, book your flight to Windsor 28 days ahead of your travel dates. For international flights, search for your ticket two to four months in advance. This boosts your chances of locking in the departure dates and seats you want.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Windsor?
Sundays are usually the best day to book a cheap flight to Windsor, with savings of around 8% on average compared to a Friday. If you purchase tickets on a Friday, be ready to pay a higher price as this is often the most expensive day.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Windsor?
Windsor has connections to 35 airports worldwide through 9 carriers, with Hopkins Intl. Airport (CLE) as its chief entry point. Consider these leading airlines to Windsor when planning your trip:

  • Delta Air Lines
  • American Airlines
  • United Airlines
  • JetBlue Airways

Where do you fly into Windsor?
When you're flying to Windsor, the main airport for arrivals is Hopkins Intl. Airport (CLE). You can also head to nearby hubs like Akron-Canton Airport (CAK), Erie Intl. Airport (ERI) or Youngstown, OH (YNG-Youngstown - Warren Regional). Another possibility to think about when you fly to Windsor is Cuyahoga County Airport (CGF).
How far is the airport from central Windsor?
Flying into Hopkins Intl. Airport (CLE) puts you approximately 50 mi west of central Windsor.
Can I save money by booking a Windsor trip package?
It's possible to save hundreds of dollars if you choose a Windsor flight and hotel package deal on Expedia. And you'll save yourself hassle by having all your travel arrangements in the same place. Try bundling flights and accommodations with extras like car rentals and tours for your own customized Windsor getaway.
Can I change or cancel my flight to Windsor?
It's usually possible to cancel or change your flight to Windsor. Many airlines allow you to cancel your ticket for free within 24 hours of making your booking. However, some flights are non-refundable, and airlines may issue you credit for a future trip in place of a direct refund. To secure affordable flights to Windsor with flexible change policies, pick the "No cancel fee" or "Changes included" filters when you search. Want more information? Visit our Customer Service Portal.

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Tips to find the cheapest flights to Windsor

The cheapest day to fly

Get started finding a cheap flight to Windsor on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

is the cheapest month to fly to Windsor. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Windsor. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Windsor, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Windsor

The lowest price for round-trip flights to Windsor in 2025 starts from , while one-way tickets start from . Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Windsor. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Windsor

are just some of the airlines that can typically offer cheap tickets to Windsor. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Windsor and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Windsor, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Windsor. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Windsor plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Windsor

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Windsor.

Stopover savings

The cheapest tickets to Windsor are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Windsor. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Windsor for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Windsor. Simply download the free Expedia app to your smart device and activate Windsor flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Windsor. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Tips to find the cheapest flights to Windsor

Travel information

Destination airport
Windsor
Destination airport IATA code
CGF

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*Available to One Key members.